HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → (S)-2-(Biphenyl-3-ylamino)-3-(3,4,5-trimethoxy-phenyl)-propionic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Bromobiphenyl | HCID 16449 | — |
| Reactant | (2S)-2-Amino-3-(3,4,5-trimethoxyphenyl)propanoic acid | HCID 21107851 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (S)-2-(Biphenyl-3-ylamino)-3-(3,4,5-trimethoxy-phenyl)-propionic acid | HCID 11384247 | — |
Reaction Steps
The title compound is prepared by heating a suspension of 3-bromo-biphenyl (1.47 mL, 8.54 mMol, Aldrich 25,538-6), (S)-2-amino-3-(3,4,5-trimethoxy-phenyl)-propionic acid (3,4,5-OCH3-phe-OH) (3.27 g, 12.81 mMol), K2CO3 (1.18 g, 8.54 mMol) and CuI (163 mg, 0.854 mMol) in DMF abs. (10.6 mL) for 24 h at 90° C., under an argon atmosphere. The resulting mixture is allowed to cool to rt, then concentrated in vacuo and purified by MPLC (CH3CN/H2O/TFA) to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08173128B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-fec4d4413bf147608e9023423ae00679 |
| Source note | uspto-grants-2012_05 |